One Pot Synthesis of “3-(4,5-Diphenyl-1H-Imidazol-2-yl)-2-Phenoxyquinolines” and Their Potential as α-Glucosidase Inhibitors: Molecular Docking and MDS Investigation

Abstract

A novel series of imidazole appended quinoline derivatives (6a–j) have been synthesized using the one-pot three-component reaction that occurred between the starting materials of substituted 2-phenoxyquinolin-3-carbaldehydes (3a-j), benzil (4), and ammonium acetate (5) by taking equimolar ratio. The newly synthesized imidazole-appended quinolines were subjected to probable inhibition against the anti-diabetic drug target maltase enzyme. The efficacy was tested using in-silico molecular docking analysis and molecular dynamics simulation. The studies revealed that the test 6f ligand (3-(4,5-diphenyl-1H-imidazol-2-yl)-2-phenoxy quinoline) is a strong inhibitor of the target protein maltase when compared with the known inhibitor acarbose and sheds new light on the medicinal chemistry research for the application of the synthesized 6f ligand in the pharmaceutical industry.

Keywords:

• Imidazole
• benzil
• ammonium acetate
• 2-Phenoxy quinolines
• inhibitor
• acarbose

Acknowledgements

The authors are thankful to the administration, of VIT, Vellore, India for providing facilities to carry out research work and also thankful to SIF-Chemistry for providing an NMR facility. The authors are thankful to the Chemistry department, VIT for providing the HRMS facility. Author P. Hemanth Kumar was thankful to VIT, Vellore for providing a Research associateship. The authors thank St Joseph’s University, Bengaluru and M.S.Ramaiah University of Applied Sciences, Bengaluru for supporting this study.

Disclosure statement

No potential conflict of interest was reported by the authors.